Sodium Chloride → HCID 13755489, compound

HRID 979888Notes

Reaction equation

HRID 979888 reaction equation
[OH-].[Na+].C([NH:6][CH:7]1[CH2:12][CH2:11][CH:10]([N:13]2[CH2:17][CH2:16][NH:15][C:14]2=[O:18])[CH2:9][CH2:8]1)(=O)C.[Cl-].[Na+]>O>[NH2:6][CH:7]1[CH2:8][CH2:9][CH:10]([N:13]2[CH2:17][CH2:16][NH:15][C:14]2=[O:18])[CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 137554881-(4-Acetamidocyclohexyl)-2-imidazolidinone

Product 1

HCID 13755489HCID 13755489, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3271 g of sodium hydroxide in 33,000 ml of water is added 3271 g of 1-(4-acetamidocyclohexyl)-2-imidazolidinone. The mixture is stirred and refluxed for 4 hours. The reaction mixture is cooled to room temperature and 3271 g of sodium chloride is added with stirring. The reaction mixture is extracted a total of 10 times using a total volume of 93,000 ml of dichloromethane. The dichloromethane solution containing the product is concentrated in vacuo to a volume of about 5 liters. To this solution is added 300 g of magnesium sulfate, anhydrous. The mixture is stirred at room temperature for about 3 hours, filtered and the filtrate concentrated in vacuo to dryness. The resulting residue is dried in high vacuum to constant weight to give 1-(4-aminocyclohexyl)-2-imidazolidinone, as a mixture of isomers which crystallizes on standing at room temperature.

Workup

  1. temperaturerefluxed for 4 hours
  2. stirringwith stirring
  3. extractionThe reaction mixture is extracted a total of 10 times
  4. additionThe dichloromethane solution containing the product
  5. concentrationis concentrated in vacuo to a volume of about 5 liters
  6. additionTo this solution is added 300 g of magnesium sulfate
  7. stirringThe mixture is stirred at room temperature for about 3 hours
  8. filtrationfiltered
  9. concentrationthe filtrate concentrated in vacuo to dryness
  10. customThe resulting residue is dried in high vacuum to constant weight

Sources & evidence

ORD record
ord-b9e0f857d8ca4a5f88ca84c9aff90326
Source dataset
uspto-grants-1987_01
Patent number
US04634713

Reaction notes

Loading…